PRIN.OF GENERAL,ORGANIC+BIOLOG.CHEM.
PRIN.OF GENERAL,ORGANIC+BIOLOG.CHEM.
2nd Edition
ISBN: 9781266811852
Author: SMITH
Publisher: MCG
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Chapter 14.4, Problem 14.14P

a.

Interpretation Introduction

Interpretation:

Given compound has to be labelled as an aldonic acid or alditol.

PRIN.OF GENERAL,ORGANIC+BIOLOG.CHEM., Chapter 14.4, Problem 14.14P , additional homework tip  1

Concept Introduction:

Carbohydrates undergo reduction similar to an alkene.  When an aldose is treated with hydrogen in presence of palladium as catalyst the carbonyl group present in the aldose is reduced resulting in formation of alditol.  This is also known as “sugar alcohol”.

Carbohydrates also undergo oxidation.  Monosaccharides that are aldoses contains an aldehyde group.  The carbonyl of the aldehyde undergoes oxidation very easily resulting in the formation of carboxyl group.  The product formed is known as aldonic acid.

b.

Interpretation Introduction

Interpretation:

Given compound has to be labelled as an aldonic acid or alditol.

PRIN.OF GENERAL,ORGANIC+BIOLOG.CHEM., Chapter 14.4, Problem 14.14P , additional homework tip  2

Concept Introduction:

Refer part “a.”.

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Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)
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